Caribbean Holidays

enduring laidback charm

From family escapes to couples retreats and adults only hideaways, each handpicked hotel in our Caribbean portfolio has something for all. Picture endless white beaches, warm shallow waters and untouched rainforests, all wrapped up in a carnival atmosphere with smiling hospitality that welcomes you in.

Caribbean Holidays

The white sandy beaches, lush tropical forests, crystal blue seas and friendly atmosphere of the Caribbean are the ideal combination for a relaxing and luxurious escape. Throughout the many Caribbean islands, there really is something for everyone. Whether it's the sunsoaked shores of Barbados, the sizzling cuisine of Antigua or the laid back atmosphere of Jamaica, you will surely find the ideal spot for your holiday this year. You'll also find a great range of accommodation. Along with our all-inclusive resorts and intimate boutique hotels, we offer everything from private villas with maid service and cook to barefoot beach huts.

Luxury Holidays to the Caribbean

If it's a luxury Caribbean holiday you're looking for, our destination experts offer a superb range of hotels to match your style. Whether you want a romantic honeymoon destination, an all-inclusive holiday for the family or a tranquil solo break, talk to our Caribbean travel team on 020 7749 9245, and plan a tropical getaway you'll never forget. Book now to take advantage of our range of direct deals with the area's best hotels, including: Sandy Lane in Barbados, and Jade Mountain and The Body Holiday in St Lucia. And don’t miss the special prices our experts have arranged with our preferred hotel partners in the Caribbean, such as the popular Sandals Resorts in Antigua, Barbados, Grenada, Jamaica, St Lucia, The Bahamas and Turks & Caicos.

School Holidays in the Caribbean


We have limited availability to the Caribbean over the Christmas & New Year school holidays. Our Christmas special offers are exclusive to us, with early January inbounds available. We have holidays to Barbados, Antigua, Jamaica and St Lucia, all with discounts for children and savings of up to 30%. Escape this winter and jet off to the sunny Caribbean for Christmas & New Year, plus find a host of other school holiday dates as far as Barbados, St Lucia, Cancun and Antigua that let you beat the rush for places during peak times. 

Book Early to Guarantee Your Caribbean Holiday Deals for 2022 & 2023

We have some great Caribbean holidays for 2022 & 2023 available with up to 60% savings to some hotels and generous early booking discounts on our flights. Look for deals using our onsite Holiday Search facility or call the Kenwood team now on 020 7749 9245. Our flights are booked with our preferred partners Virgin Atlantic and British Airways. For pre-booked seats, teen discounts and any tailor-made requirement for your holiday, call our advisors now and let us take care of the details.

Caribbean Weather


Even from space, the Caribbean’s shallow cays and coral lagoons loom impossibly blue – testament to the archipelago’s invitingly warm waters – and illustrating the hot weather these islands are blessed with year-round. Welcome to one of finest climates in the Americas. Cooling north-easterly trade winds moderate the Caribbean’s on-land temperatures to a tropical 24°C to 32°C at sea level, and these readings will tend not to fluctuate regardless of time of day, month or season. Pretty predictable, but variations in temperature do occur at higher altitudes, with hilly regions being slightly cooler.

Rather than use a conventional four-season model to explain any meteorological variances, an understanding of the Caribbean’s weather patterns is probably best divided neatly into two: the rainy season – May to October – and the dry season, which corresponds to our winter. Don’t be discouraged though – even during the so-called rainy season, wet conditions fluctuate and showers can be short-lived. Leeward sides of mountainous islands are known to remain dry throughout. So, if you’re beach ready and aching for some fun in the sun, the Caribbean is waiting to grace you with its gorgeous weather. The boxes are ticked for blue skies, clear waters and summer heat. 


Antigua

Carlisle Bay

5* out of 5 stars

  • Complimentary upgrade to Half Board
  • 20% saving

7 nights Half Board including Virgin Atlantic flights from £2,101 per person

Cancun & Riviera Maya

Dreams Tulum Resort & Spa

5* out of 5 stars

  • Up to 30% saving

7 nights All Inclusive including Finnair flights from £1,301 per person

Antigua

Sandals Grande Antigua Resort & Spa

5* out of 5 stars

Sandals Grande Antigua Resort & Spa is an award-winning retreat, famous for its weddings and honeymoons, with a great variety of accommodations and dining options.

7 nights All Inclusive including Virgin Atlantic flights from £1,834 per person

Antigua

Blue Waters

4.5* out of 5 stars

Blue Waters, on the northern shore of Antigua, is a privately owned resort ideal for honeymoons and weddings because of its intimate and secluded atmosphere but also gladly accommodates families.

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,873 per person

Barbados

Crystal Cove by Elegant Hotels

4* out of 5 stars

  • 30% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,808 per person

Barbados

Fairmont Royal Pavilion

5* out of 5 stars

  • Up to 40% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £2,289 per person

Barbados

Sea Breeze Beach House

4.5* out of 5 stars

  • Up to 50% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,871 per person

Barbados

Tamarind by Elegant Hotels

4.5* out of 5 stars

  • 45% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,755 per person

Barbados

The Sandpiper

5* out of 5 stars

  • 20% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,976 per person

Barbados

O2 Beach Club & Spa

5* out of 5 stars

  • Up to 45% saving

7 nights All Inclusive including Virgin Atlantic flights from £2,262 per person

St Lucia

The Landings Resort and Spa

5* out of 5 stars

  • 45% saving

7 nights Bed and Breakfast including British Airways flights from £1,593 per person

St Lucia

East Winds

4.5* out of 5 stars

  • 35% saving

7 nights All Inclusive including British Airways flights from £2,086 per person

St Lucia

Coconut Bay Beach Resort & Spa

4* out of 5 stars

  • Up to 61% saving

7 nights Premium All Inclusive including British Airways flights from £1,621 per person

St Lucia

BodyHoliday

5* out of 5 stars

  • 25% saving

7 nights All Inclusive including British Airways flights from £2,730 per person

St Lucia

Anse Chastanet Resort

4.5* out of 5 stars

  • Stay 3 Pay 2

7 nights Bed and Breakfast including British Airways flights from £1,637 per person

Cancun & Riviera Maya

Secrets Moxche Playa Del Carmen

5* out of 5 stars

  • Up to 40% saving

7 nights All Inclusive including Finnair flights from £1,809 per person

Cancun & Riviera Maya

UNICO 20°87°

5* out of 5 stars

  • 50% discount on Spa treatments
  • 50% on rounds of Golf
  • Up to 13% saving

7 nights All Inclusive including Finnair flights from £1,804 per person

Cancun & Riviera Maya

Hard Rock Riviera Maya

5* out of 5 stars

  • 50% discount on Spa treatments
  • 50% discount on rounds of Golf
  • Up to 10% saving

7 nights All Inclusive including Finnair flights from £1,620 per person

Cancun & Riviera Maya

Dreams Aventuras Riviera Maya

5* out of 5 stars

  • Up to 50% saving

7 nights All Inclusive including British Airways flights from £1,240 per person

Dominican Republic

Hard Rock Hotel & Casino Punta Cana

5* out of 5 stars

  • 50% discount on rounds of Golf
  • 50% discount on Spa treatments

7 nights All Inclusive including British Airways flights from £1,705 per person

Dominican Republic

Excellence Punta Cana

5* out of 5 stars

  • Up to 50% saving

7 nights All Inclusive including British Airways flights from £1,453 per person

Dominican Republic

Dreams Macao Beach Punta Cana Resort & Spa

5* out of 5 stars

  • Up to 28% saving

7 nights All Inclusive including British Airways flights from £1,404 per person

Grenada

Calabash Luxury Boutique Hotel

5* out of 5 stars

  • Complimentary Half Board

7 nights Half Board including British Airways flights from £2,367 per person

Jamaica

Couples Negril

5* out of 5 stars

  • 47% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,893 per person

Jamaica

Couples Tower Isle

5* out of 5 stars

  • 45% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,679 per person

Jamaica

Hilton Rose Hall Resort & Spa

4.5* out of 5 stars

With a huge aquatic park, amazing facilities and great access to the beach, this delightful resort in Montego Bay is renowned for families and radiates with warm, Jamaican charm.

7 nights All Inclusive including Virgin Atlantic flights from £1,675 per person

Jamaica

Hyatt Ziva Rose Hall

5* out of 5 stars

A lively kids club kicks off the family-friendly attractions at this Caribbean getaway. The beachfront leisure and laid back vibe come complete with a generous all-inclusive package.

7 nights All Inclusive including Virgin Atlantic flights from £2,054 per person

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Multi-centre holidays

Experience more on holiday when you design your very own multi-centre itinerary, with expert guidance from our destination specialists